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    talarozole

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
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    2D Structure
    Also known as: 201410-53-9, Rambazole, R115866, R-115866, N-(4-(2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl)phenyl)benzo[d]thiazol-2-amine, Talarozole (r enantiomer)
    Molecular Formula
    C21H23N5S
    Molecular Weight
    377.5  g/mol
    InChI Key
    SNFYYXUGUBUECJ-UHFFFAOYSA-N
    FDA UNII
    XKD9N5CJ6W
    Talarozole has been investigated for the treatment of Psoriasis and Cutaneous Inflammation.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    N-[4-[2-ethyl-1-(1,2,4-triazol-1-yl)butyl]phenyl]-1,3-benzothiazol-2-amine
    2.1.2 InChI
    InChI=1S/C21H23N5S/c1-3-15(4-2)20(26-14-22-13-23-26)16-9-11-17(12-10-16)24-21-25-18-7-5-6-8-19(18)27-21/h5-15,20H,3-4H2,1-2H3,(H,24,25)
    2.1.3 InChI Key
    SNFYYXUGUBUECJ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCC(CC)C(C1=CC=C(C=C1)NC2=NC3=CC=CC=C3S2)N4C=NC=N4
    2.2 Other Identifiers
    2.2.1 UNII
    XKD9N5CJ6W
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. N-(4-(2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl)phenyl)-2-benzothiazolamine

    2. R 115866

    3. R-115866

    4. R115866

    5. Rambazole

    2.3.2 Depositor-Supplied Synonyms

    1. 201410-53-9

    2. Rambazole

    3. R115866

    4. R-115866

    5. N-(4-(2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl)phenyl)benzo[d]thiazol-2-amine

    6. Talarozole (r Enantiomer)

    7. Xkd9n5cj6w

    8. 201410-66-4

    9. N-[4-[2-ethyl-1-(1,2,4-triazol-1-yl)butyl]phenyl]-1,3-benzothiazol-2-amine

    10. Chembl459505

    11. (+)-n-[4-[2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl]phenyl]-2-benzothiazolamine

    12. 2-benzothiazolamine, N-[4-[2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl]phenyl]-

    13. N-(4-((1rs)-2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl)phenyl)benzothiazol-2-amine

    14. Rambazole (tn)

    15. Talarozole [usan]

    16. Talarozole (usan/inn)

    17. Talarozole [usan:inn]

    18. Unii-xkd9n5cj6w

    19. 2-benzothiazolamine, N-(4-(2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl)phenyl)-

    20. N-{4-[2-ethyl-1-(1,2,4-triazol-1-yl)butyl]phenyl}-1,3-benzothiazol-2-amine

    21. R 115866

    22. N-(4-(2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl)phenyl)-2-benzothiazolamine

    23. Talarozole [inn]

    24. Talarozole [who-dd]

    25. Schembl721201

    26. Schembl21020998

    27. Gtpl11381

    28. Dtxsid70942185

    29. Chebi:102167

    30. Bcp21218

    31. Bcp28256

    32. Bia41053

    33. Bdbm50253810

    34. Akos005067289

    35. Cs-1343

    36. Db13083

    37. Ncgc00378894-01

    38. Ncgc00378894-02

    39. Hy-14531

    40. Ws-02133

    41. D09385

    42. D85497

    43. A926099

    44. Q15410180

    45. Rambazole; R115866; R-115866; R 115866

    46. Talarozole R Enantiomer;r115866;r 115866;r-115866

    47. R115866;r-115866;r 115866

    48. (+/-)-n-[4-[2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl]phenyl]-2-benzothiazol-amine

    49. (+/-)-n-[4-[2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl]phenyl]-2-benzothiazolamine

    50. N-{4-[2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl]phenyl}-1,3-benzothi Azol-2-amine

    51. N-{4-[2-ethyl-1-(1h-1,2,4-triazol-1-yl)butyl]phenyl}-1,3-benzothiazol-2-amine

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 377.5 g/mol
    Molecular Formula C21H23N5S
    XLogP36
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count7
    Exact Mass377.16741693 g/mol
    Monoisotopic Mass377.16741693 g/mol
    Topological Polar Surface Area83.9 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity452
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Cytochrome P-450 Enzyme Inhibitors

    Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 ENZYMES. (See all compounds classified as Cytochrome P-450 Enzyme Inhibitors.)

    4.2 Mechanism of Action

    Rambazole is a new generation all-trans retinoic acid metabolism blocking agent, highly specific against the retinoic acid 4-hydroxylase. The drug alleviates hyperproliferation and normalizes differentiation of the epidermis in animal models of psoriasis. All-trans-retinoic acid (RA) regulates epithelial differentiation and growth through activation of specific nuclear RA receptors (RARs). Rambazole acts by inhibiting the metabolic breakdown of the retinoid, increasing the biological efficacy of RA.